methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester
• CAS No.: 792122-94-2
• Molecular Formula: C₂₅H₃₂N₂O₃
• Molecular Weight: 408.541

Synonyms:methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester

Chemical Property of methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester

There total 10 articles about methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 54.0%

methyl-[3-(2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester (792122-93-1) + para-bromotoluene (106-38-7) → methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester (792122-94-2)

Guidance literature:

methyl-[3-(2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester; para-bromotoluene; With potassium carbonate; trans-1,2-cyclohexanediamine; In 1,4-dioxane; at 125 ℃; for 0.0833333h;

With copper(l) iodide; In 1,4-dioxane; at 125 ℃; Heating / reflux;

Reference yield:

methyl-[3-(2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester (792122-93-1) → methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester (792122-94-2)

Guidance literature:

With copper(l) iodide; trans-cyclohexane-1,3-diamine; potassium carbonate; In 1,4-dioxane; at 125 ℃;

DOI:10.1016/j.bmcl.2005.07.038

Reference yield:

3-(3-methylamino-propyl)-3,4-dihydro-1H-quinolin-2-one → methyl-[3-(2-oxo-1-p-tolyl-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester (792122-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran

2: CuI; trans-cyclohexane-1,3-diamine; K₂CO₃ / dioxane / 125 °C

With copper(l) iodide; trans-cyclohexane-1,3-diamine; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; 2: Buchwald reaction;

DOI:10.1016/j.bmcl.2005.07.038

upstream raw materials:

methyl-[3-(2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl)-propyl]-carbamic acid tert-butyl ester

3,4-dihydro-2(1H)-quinolone

di-tert-butyl dicarbonate

1-[(4-methoxyphenyl)methyl]-3,4-dihydroquinolin-2-one

Downstream raw materials:

3-(3-methylamino-propyl)-1-p-tolyl-3,4-dihydro-1H-quinolin-2-one

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